Production of vat dyestuffs of the n-methyl acridine anthrone naphthoquinone series



Patented Nov. 17, 1931 UNITED. STATES ERAL ANILINE WORKS, INCQOF NEWYORK, N. Y., A CORPORATION OF DELAWARE PRODUCTION OF VAT DYESTUFFS OFTHE N-METHYL AORIDINE .ANTHRONE NAPH'IHO- QUINONE SERIES e No Drawing.Application filed November 9, 1927, Serial No. 232,198, and in GermanyNovember 18, 1928.

In the U. S. Patent No. 995,936, there is described a process for theproduction of vat dyestuffs which consists in treatingbenzanthronyl-l-aminoanthraquinone or its derivatives with condensingagents.

I have now found that other vat dyestufisv are obtained by treating withalkaline agents derivatives of benzanthronyl-l-aminoanthraquinone whichhave been alkylated on the nitrogen atom. These may be obtained forexample by condensing l-alkyl-aminoanthrw quinones withhalogenbenzanthrones and also by alkylating the benzanthronyl-l-amino-.anthraquinones obtained from l-aminoan- (in which R represents alkyl).

possess in many cases, a higher degree of purity than those obtainedfrom the nonalkylated compounds.

The following example will further illustrate how the said invention maybe carried into practical effect but the invention is not limited tothis example. The parts are'by weight.

Example temperature. The mass is then poured into water and warmed,,airbeing passed through "until complete-separation of the dyestufl isobtained. The product is filtered off and finished in theusual manner.The dyestufi' is a dark powder which dissolves to a brown solution, witha reddish tinge, in concentrated PAUL NAWIASKY, orLUDWIGSHAFEN-ON-THE-RHINE, GERMAnY, Assmnon 'ro GEN sulfuric acid andgives violet dyeings on cotton from a vat of the same color. Onoxidation in the air. this color turns blue-green, substantially purerthan that obtainable with the dyestuff according to Example 1 of thePatent No. 995,936.

Dyestuffs may be obtained in a similar manner from other N-alkylderivatives or substitution products thereof as initial materials.

What I claim is:

1. As new article of manufacture the vat dyestuflt' of the probableformula:

' which dyestuff is a dark powder and dissolves in concentrated sulfuricacid to a brown U solution, with a reddish tinge, and dyes cotton from aviolet vat violet shades which turn blue-green on exposure to air.

2. The process of producing a new vat dyestufi which consists intreating N-methyl- Bz-1-benzanthr0ny1- l -amin0anthraquin0ne, withcausticialkali: 7

whereof I have hereunto set I1111 teatimony my an r PAULNAWIASKY

